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Cobalt-Catalyzed One-Pot Asymmetric Difunctionalization of Alkynes to Access Chiral gem-(Borylsilyl)alkanes.

Yang'en YouShaozhong Ge
Published in: Angewandte Chemie (International ed. in English) (2021)
Enantioselective cobalt-catalyzed one-pot hydrosilylation and hydroboration of terminal alkynes has been developed employing a cobalt catalyst generated from Co(acac)2 and (R,R)-Me-Ferrocelane. A variety of terminal alkynes undergo this asymmetric transformation, affording the corresponding gem-(borylsilyl)alkane products with high enantioselectivity (up to 98 % ee). This one-pot reaction combines (E)-selective hydrosilylation of alkynes and consecutive enantioselective hydroboration of (E)-vinylsilanes with one chiral cobalt catalyst. This protocol represents the most straightforward approach to access versatile chiral gem-(borylsilyl)alkanes from readily available alkynes with commercially available cobalt salt and chiral ligand.
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